Best Vacation Homes in Squirrel Island
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- View
Cottage
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Squirrel Island Luxury Rentals
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- Ocean View
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- Bedding/Linens
- Fireplace/Heating
Condo
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- TV
Squirrel Island Pet Friendly Vacation Rentals
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Cabin
- Air Conditioner
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- Pet Friendly
Cottage
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Squirrel Island Large Vacation Homes
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Why Choose Rent By Owner for your Squirrel Island Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Squirrel Island
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this charming destination can enhance your experience, allowing you to enjoy its unique charm and natural beauty at its best throughout the year.
Peak Season Highlights
Summer (June to August)
During the summer months, the area comes alive with warm weather ideal for outdoor activities and enjoying the scenic views.
Average Temperature Daytime: 75°F - Nighttime: 60°F
Fall (September to October)
In the fall, you can experience the vibrant colors of the foliage while maintaining pleasant daytime temperatures perfect for exploring this destination.
Average Temperature Daytime: 65°F - Nighttime: 50°F
Off-Season Highlights
Spring (April to May)
Spring offers a quieter atmosphere with blooming landscapes, making it an excellent time for tranquil getaways in the region.
Average Temperature Daytime: 55°F - Nighttime: 40°F
Winter (November to March)
Winter brings cooler temperatures and a peaceful ambiance, ideal if you prefer a cozy retreat away from crowds, although some outdoor activities may be limited.
Average Temperature Daytime: 35°F - Nighttime: 20°F
Weekly Weather Forecast for Squirrel Island
How to Book Your Squirrel Island Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Squirrel Island
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space ideal for relaxing or entertaining amidst the scenic surroundings.
- Take advantage of outdoor dining areas to savor meals with fresh air and beautiful views.
- Benefit from access to waterfront amenities such as docks or boat slips, perfect for exploring the region by water.
- Make use of outdoor grilling facilities to host barbecues in the open air.
- Relax on spacious decks or patios that provide excellent spots to unwind while taking in the natural beauty nearby.
- Utilize designated fire pits for cozy evenings under the stars during your stay here.
- Discover well-maintained lawns or gardens that enhance the outdoor experience in this peaceful destination.
Top Attractions Around Squirrel Island
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities such as boating, kayaking, and fishing, offering an authentic experience in this scenic region.
Family Activities
- Family Boating Adventures: Enjoy a day on the water exploring the scenic shores and hidden coves around the island, offering unforgettable moments for your family during your stay.
- Wildlife Watching Tours: Experience the region's natural beauty by spotting local bird species and marine life, making it an engaging activity for all ages here.
- Beachcombing and Picnicking: Relax at the sandy beaches with a picnic and discover shells, driftwood, and other treasures along the shoreline of this charming destination.
- Nature Trails and Hiking: Explore family-friendly trails that wind through lush landscapes, providing the perfect opportunity to connect with nature during your visit.
Adult Activities
- Boating and Kayaking: Enjoy exploring the tranquil waters surrounding Squirrel Island by renting a boat or kayak, offering a peaceful way to see the region’s natural beauty.
- Hiking and Nature Walks: Discover scenic trails and lush landscapes ideal for leisurely hikes or nature walks that highlight the area's diverse flora and fauna.
- Fishing Experiences: Cast your line into the pristine waters, known for providing excellent fishing opportunities for anglers seeking relaxation and adventure.
- Wildlife Observation: Visit local spots for birdwatching and wildlife viewing, where you can witness the region’s rich biodiversity up close and personal.
Squirrel Island Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Peak Seasons: Book your favorite vacation rentals early to secure the best options during busy times when this destination attracts many visitors.
- Explore Local Water Activities: Take advantage of the region's lakes and waterways by engaging in kayaking, boating, or fishing to fully experience the area's natural beauty.
- Discover Nearby Trails: Make time to hike along scenic trails around the area for stunning views and a chance to enjoy the local flora and fauna.
- Communicate Special Requests: Reach out to rental hosts beforehand to discuss any specific needs or preferences, ensuring a comfortable and personalized stay here.
Transportation Options
- Ferry Services: You can enjoy scenic ferry rides to and from the island, offering a charming way to explore the region and access your vacation rental with ease.
- Personal Vehicles: Bringing your own car provides flexible transportation around the area, making it simple to visit local spots and navigate this tranquil destination.
- Water taxis: Water taxis are an efficient option for short trips across the waters surrounding the island, giving you quick access to nearby attractions and amenities.
- Bicycle Rentals: Exploring by bike allows you to enjoy the natural beauty of the region while providing a sustainable and healthy way to get around here.
Local Customs Options
- Respect for Boating Etiquette: You’ll find that local boaters here prioritize courtesy, making it important to follow established navigation rules and docking procedures on the area’s waterways.
- Community Gathering Traditions: Participating in or observing neighborhood gatherings and seasonal celebrations offers a glimpse into the close-knit spirit of this destination.
- Environmental Conservation Practices: Visitors are encouraged to engage in eco-friendly habits, such as proper waste disposal and preserving the natural beauty that defines the region.
- Respect for Quiet Hours: Maintaining quiet during designated times ensures harmony among those enjoying the tranquility that makes this area so special.
Squirrel Island Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Squirrel Island?
There are a lot of options in Squirrel Island. If you plan on staying in the Squirrel Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Squirrel Island:
- The Coal Shack: Dog-Friendly Harborfront Studio in Downtown Boothbay
- Perfect Maine Cottage Directly on the Coast
- LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK
- Last minute deal Ocean Point OCEANFRONT with private BEACH
- Buddy's Barrel House: Dog-Friendly Apartment in Downtown Boothbay Harbor
- Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
- Year Round Charming & Cozy Cottage at Ocean Point
- Come and enjoy our Boothbay Cottage
- 1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
- Sail Loft - Upscale Oceanfront on a Pier near BBH!
2. How many vacation rentals have private pools in Squirrel Island?
There are 1 vacation rentals with private pools near Squirrel Island. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Squirrel Island are best for families?
If you are looking for a family-friendly vacation home in Squirrel Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Squirrel Island:
4. How many Rentbyowner vacation rentals are available in Squirrel Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 514 in the Squirrel Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Squirrel Island.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly for complete information on cancellation terms and any applicable fees.
6. How do I secure my reservation for a vacation rental in Squirrel Island?
You can confirm your booking by completing the reservation process on the listing page, which typically requires a payment. For additional questions or special requests, reaching out to the owner is recommended.
7. Are there any house rules or local regulations I should be aware of during my stay?
Every property comes with its own set of house rules outlined in the listing. It’s important to read these details carefully and contact the owner if you have any questions about local regulations or specific requirements.
8. What amenities are usually included in vacation rentals around this area?
While amenities vary by property, many vacation rentals provide essentials such as Wi-Fi, kitchen appliances, linens, and outdoor spaces. Check each listing for detailed descriptions of what’s included during your stay.
9. Is it possible to extend my stay or modify my booking after confirming?
Modifications and extensions depend on the availability and the policies set by the owner. Contact the host directly through the platform to discuss available options for changing your reservation.
Squirrel Island Top Rated Vacation Rentals
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Other
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Hotel
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Hotel
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Hotel
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